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Journal articles on the topic 'Diketone derivatives'

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Published: 5 June 2025
Last updated: 15 July 2025

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1

Syed Ameen, Syed Tajudeen, Anbalagan Vilvanathan, Syed Zameer Ahmed Khader та Gayathri Mahalingam. "Microwave-assisted Green Synthesis of β-Diketone Hydrazone Derivatives and Evaluation of their Antioxidant and Antibacterial Activities". Current Microwave Chemistry 7, № 3 (2020): 222–29. http://dx.doi.org/10.2174/2213335607999200917145217.

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Background: A series of β-diketone hydrazones have been synthesized via condensation of isoniazid with series of β-diketone. The structures of the Schiff bases are established by elemental and spectroscopic techniques. The prepared compounds were screened for antibacterial and antioxidant potential by DPPH free-radical scavenging activity and Ferric reducing antioxidant power (FRAP) assays. Methods: β-diketone hydrazine derivatives were synthesized by simple condensation between various β-diketones and isoniazid. The titled compounds were synthesized following both conventional and microwave irradiation methods. The in vitro antibacterial activity of synthesized derivatives was evaluated against gram-positive (B. subtilis, S. aureus and S. pyogenes) and gram-negative (E. coli, and K. pneumonia) bacterial strains and expressed in terms of zone of inhibition and also screened for antioxidant activity. Results: The yield of products was appreciably increased in shorter reaction times with the aid of microwave-assisted synthesis. Therefore, it follows the green chemistry approach by making the above reactions eco-friendly. The synthesized compounds were characterized using FT-IR, 1H NMR, 13C NMR, and elemental analysis techniques. The spectroscopic techniques showed the formation of β-diketone hydrazone compounds. Theoretical data show good agreement with the experimental results. Some of the compounds displayed significant antibacterial and antioxidant potentials when compared to the standard drug. Conclusion: In the present research work, we report the synthesis of some novel β-diketone hydrazone derivatives. A high yield of compounds was noted under microwave-assisted reaction in shorter reaction times. The results revealed that the synthesized Schiff bases showed good radical scavenging activity.
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2

Louis, Marine, Régis Guillot, Rémi Métivier та Clémence Allain. "β-Diketone derivatives: influence of the chelating group on the photophysical and mechanofluorochromic properties". Photochemical & Photobiological Sciences 17, № 6 (2018): 822–28. http://dx.doi.org/10.1039/c8pp00070k.

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A diphenyl-boron β-diketonate complex was synthesized and compared with the related β-diketone and difluoro-boron complex, showing that the three compounds display very distinct photophysical and mechanofluorochromic behaviors.
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3

Nicolae, Anca, Daniela Gavriliu, and Ovidiu Maior. "PHENOXATHIIN CHEMISTRY. NEW CARBONYL COMPOUNDS AND DERIVATIVES." SOUTHERN BRAZILIAN JOURNAL OF CHEMISTRY 6, no. 7 (1998): 47–57. http://dx.doi.org/10.48141/sbjchem.v6.n7.1998.47_1998_2.pdf.

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Starting with 2-acetylphenoxathiin , 2-ω-bromoacetylphenoxathiinyl-10, 10-dioxide 2 was obtained. By means of the Kornblum reaction the corresponding glyoxal 4 was synthesized. From compound 2, the aminothiazole 3 and the 1,4-diketone 7 were also obtained. By the reaction of 2-ω-bromoacetylphenoxathiin 8 and sodium acetylacetonate "one-pot" synthesis of 1,4-diketone 9 was performed. Compound 9 was converted to pyrrolophenoxathiin 11 and 1,4-diketone 7. Starting with the brominated derivative 8 the aminoketones 12 and 13 were obtained. The new compounds were characterized by spectral methods CH-and 13C-NMR, IR, MS).
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4

Hommes, Paul, та Hans-Ulrich Reissig. "Synthesis of highly functionalized 2,2'-bipyridines by cyclocondensation of β-ketoenamides – scope and limitations". Beilstein Journal of Organic Chemistry 12 (9 червня 2016): 1170–77. http://dx.doi.org/10.3762/bjoc.12.112.

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The scope of a flexible route to unsymmetrically functionalized bipyridines is described. Starting from 1,3-diketones 1a–e, the corresponding β-ketoenamines 2a–e were converted into different β-ketoenamides 3a–g by N-acylation with 2-pyridinecarboxylic acid derivatives. These β-ketoenamides were treated with a mixture of TMSOTf and Hünig’s base to promote the cyclocondensation to 4-hydroxypyridine derivatives. Their immediate O-nonaflation employing nonafluorobutanesulfonyl fluoride provided the expected 4-nonafloxy-substituted bipyridine derivatives 5a–g in moderate to good overall yields. The bipyridyl nonaflates are excellent precursors for palladium-catalyzed reactions as demonstrated by representative Suzuki and Sonogashira couplings. Thus, a library of specifically substituted bipyridine derivatives was generated, showing the versatility of the simple 1,3-diketone-based approach to this important class of ligands.
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5

Shvedova, А. E., I. D. Deltsov, S. N. Sudakova, et al. "Synthesis and Spectral Properties of Conjugated Bis-1,3-diketo Derivatives of Calix[4]arene in the 1,3-alternate Isomeric Form and Their Complexes with Eu3+." Russian Journal of General Chemistry 94, no. 7 (2024): 1610–24. http://dx.doi.org/10.1134/s1070363224070028.

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Abstract Distally substituted bis-1,3-diketone derivatives of calix[4]arene were synthesized, in which chelate groups are attached via a carbonyl carbon atom to the p-positions of phenolic fragments of a macrocycle fixed in 1,3-alternate isomeric form. 1,3-Diketone derivatives were obtained by acylation of magnesium enolate of a calix[4]arene ketone with 1-benzoylbenzotriazoles. In the synthesized compounds, 1,3-diketone groups are conjugated with the π-aromatic system of calix[4]arene. It was found by means of UV spectroscopy and NMR diffusion methods in combination with quantum chemical (DFT) calculations that a mononuclear complex with bis-chelate coordination of the lanthanide ion is predominantly formed in the solution. The formation of the complex leads to a decrease in the conjugation degree in the ligand. The most effective sensitization of Eu3+ luminescence, compared to the p-F- or p-CF3-phenyl-substituted complexes is observed for calix[4]arene complexes with H-phenyl-substituted 1,3-diketone groups.
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6

P., RAJANI, ASHOK D., and N. SARMA P. "Synthetic Experiments on Pongamol." Journal of Indian Chemical Society Vol. 68, Jan 1991 (1991): 52–55. https://doi.org/10.5281/zenodo.5968139.

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Department of Chemistry, Osmania University, Hyderabad-500 007 <em>Manuscript received&nbsp;5 October 1990, accepted 14 January 1991</em> A number of new pyrazole and isoxazole derivatives have been synthesised starting from pongamol a naturally occurring benzofuran derivative containing 1,3-diketone system. All the compounds have been characterised by their analytical and spectral data and were screened for their antifeedant activity,
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7

Podyachev, Sergey N., Rustem R. Zairov, and Asiya R. Mustafina. "1,3-Diketone Calix[4]arene Derivatives—A New Type of Versatile Ligands for Metal Complexes and Nanoparticles." Molecules 26, no. 5 (2021): 1214. http://dx.doi.org/10.3390/molecules26051214.

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The present review is aimed at highlighting outlooks for cyclophanic 1,3-diketones as a new type of versatile ligands and building blocks of the nanomaterial for sensing and bioimaging. Thus, the main synthetic routes for achieving the structural diversity of cyclophanic 1,3-diketones are discussed. The structural diversity is demonstrated by variation of both cyclophanic backbones (calix[4]arene, calix[4]resorcinarene and thiacalix[4]arene) and embedding of different substituents onto lower or upper macrocyclic rims. The structural features of the cyclophanic 1,3-diketones are correlated with their ability to form lanthanide complexes exhibiting both lanthanide-centered luminescence and magnetic relaxivity parameters convenient for contrast effect in magnetic resonance imaging (MRI). The revealed structure–property relationships and the applicability of facile one-pot transformation of the complexes to hydrophilic nanoparticles demonstrates the advantages of 1,3-diketone calix[4]arene ligands and their complexes in developing of nanomaterials for sensing and bioimaging.
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8

Kurbanova, Malahat Musrat, Abel Mammadali Maharramov, Arzu Zabit Sadigova та ін. "Synthesis, Characterization, DFT, and In Silico Investigation of Two Newly Synthesized β-Diketone Derivatives as Potent COX-2 Inhibitors". Bioengineering 10, № 12 (2023): 1361. http://dx.doi.org/10.3390/bioengineering10121361.

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Despite extensive genetic and biochemical characterization, the molecular genetic basis underlying the biosynthesis of β-diketones remains largely unexplored. β-Diketones and their complexes find broad applications as biologically active compounds. In this study, in silico molecular docking results revealed that two β-diketone derivatives, namely 2-(2-(4-fluorophenyl)hydrazono)-5,5-dimethylcyclohexane-1,3-dione and 5,5-dimethyl-2-(2-(2-(trifluoromethyl)phenyl)hydrazono)cyclohexane-1,3-dione, exhibit anti-COX-2 activities. However, recent docking results indicated that the relative anti-COX-2 activity of these two studied β-diketones was influenced by the employed docking programs. For improved design of COX-2 inhibitors from β-diketones, we conducted molecular dynamics simulations, density functional theory (DFT) calculations, Hirshfeld surface analysis, energy framework, and ADMET studies. The goal was to understand the interaction mechanisms and evaluate the inhibitory characteristics. The results indicate that 5,5-dimethyl-2-(2-(2-(trifluoromethyl)phenyl)hydrazono)cyclohexane-1,3-dione shows greater anti-COX-2 activity compared to 2-(2-(4-fluorophenyl)hydrazono)-5,5-dimethylcyclohexane-1,3-dione.
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9

Yadav, Pradeep, and Y. C. Joshi. "Synthesis and Spectral Study of Novel Norfloxacin Derivatives." E-Journal of Chemistry 5, s2 (2008): 1154–58. http://dx.doi.org/10.1155/2008/357073.

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Reaction of [1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-quinolone-3-carboxylic acid (norfloxacin) with thiazole / benzothiazole diazonium chloride to get new piperazine substituted norfloxacin derivative. These norfloxacin derivatives were further condensed with variousβ-diketone to get novel acid derivatives of 1-Ethyl-6-fluoro-4-oxo-7- [4 (thiazol-2-yldiazenyl)-piperzin-1-yl]-1,4-dihydro-quinoline-3-carboxylic acid (6a-e) and 7-(4-(benzo[d]thiazol-2-yldiazenyl)piperazin-1-yl)-1-ethyl-6-fluoro-4-oxo-1, 4-dihydroquinoline-3-carboxylic acid (6 f-j). Structures of these compounds were established on the basis of spectral studies viz. IR,1H NMRetc.
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10

Wang, Shi-Yu, Wen-Min Wang, Hong-Xia Zhang та ін. "Seven phenoxido-bridged complexes encapsulated by 8-hydroxyquinoline Schiff base derivatives and β-diketone ligands: single-molecule magnet, magnetic refrigeration and luminescence properties". Dalton Transactions 45, № 8 (2016): 3362–71. http://dx.doi.org/10.1039/c5dt04391c.

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11

Miyakoshi, Takeru, and Hiroyuki Konno. "Improved synthesis of 2,4,6-trialkylpyridines from 1,5-diketoalkanes: the total synthesis of Anibamine." Organic & Biomolecular Chemistry 17, no. 11 (2019): 2896–905. http://dx.doi.org/10.1039/c8ob02723d.

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12

Kuang, Jinqiang, Tao Zhou, Tingjie You, Jianhui Chen, Chenliang Su, and Yuanzhi Xia. "Facile access to 1,3-diketones by gold(i)-catalyzed regioselective hydration of ynones." Organic & Biomolecular Chemistry 17, no. 16 (2019): 3940–44. http://dx.doi.org/10.1039/c9ob00494g.

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13

Geibel, Irina, Christoph Kahrs та Jens Christoffers. "Formation of Bicyclic Cyclopentenone Derivatives by Robinson-Type Annulation of Cyclic β-Oxoesters Containing a 1,4-Diketone Moiety". Synthesis 49, № 17 (2017): 3874–84. http://dx.doi.org/10.1055/s-0036-1590812.

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Robinson-type cyclopentannulations of cyclic β-oxoesters possessing a 1,4-diketone moiety are accomplished under four different Brønsted basic reaction conditions. Using pyrrolidine/acetic acid in DMSO, an oxohexahydrocyclopenta[a]indene (42%) and an N-Boc-protected oxohexahydrocyclopenta[c]pyridine derivative (62%) are obtained with retention of the ester moieties. The latter compound defines an interesting new scaffold for medicinal chemistry with three positions allowing further derivatizations. The use of KOtBu in DMSO or NaH in toluene leads to cyclopentene derivatives with either partial ester saponification and decarboxylation or displacement of the ester moiety within the carbon skeleton. With aqueous KOH, the cyclopentannulations are successful in almost all cases, but with the ester moieties cleaved off. The respective bicyclic and tricyclic products are obtained in good to excellent yields. The 1,4-diketone starting materials are prepared by cerium-catalyzed oxidative coupling of β-oxoesters with isopropenyl acetate. Alternatively, a two-step sequence consisting of α-propargylation followed by palladium-catalyzed alkyne hydration is used.
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14

Yamashita, Yu, Yoichi Hirano, Akiomi Takada, Hiroshi Takikawa, and Keisuke Suzuki. "Total Synthesis of Bis-anthraquinone Antibiotic BE-43472B." Synthesis 50, no. 13 (2018): 2490–515. http://dx.doi.org/10.1055/s-0037-1610136.

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This is a full account of our synthetic endeavor on the total synthesis of bis-anthraquinone antibiotic BE-43472B, an unusual octacyclic aromatic polyketide with a bis-anthraquinone scaffold. Three key steps enabled a facile access to the anthraquinone unit corresponding to the ABCF rings; (1) cyclo-condensation or -addition of benzonitrile oxides with cyclic enone derivatives, (2) benzoin cyclization for the stereoselective ring fusion with an angular hydroxy group, and (3) pinacol rearrangement for stereoselective installation of the angular aryl group. Other keys for the success include, (4) diastereoselective methylation of a lactol derivative, and (5) late-stage installation of the C3 hydroxy group through stereoselective oxirane ring formation via halohydrin derivatives. Whereas oxidation of the double bond in the enone with an adjacent 1,3-diketone moiety failed, the projected oxidation was achieved with the alkene keeping the isoxazole moiety intact as a 1,3-diketone equivalent. In the racemic total synthesis, X-ray crystal structure analysis of the target was achieved, proving the three-dimensional architecture for the first time. The asymmetric total synthesis was also achieved by exploiting a cycloadduct of the nitrile oxide and the enantiomerically pure cyclohexenone, which was convertible to the common intermediate via dehydrogenation followed by alkoxycarbonylation.
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15

Dutta, Sabari, Anupa Murugkar, Nitasha Gandhe, and Subhash Padhye. "Enhanced Antioxidant Activities of Metal Conjugates of Curcumin Derivatives." Metal-Based Drugs 8, no. 4 (2001): 183–88. http://dx.doi.org/10.1155/mbd.2001.183.

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Antioxidant properties of three Curcumin derivatives in which the 1,3-diketone system is appended with nitrogen and sulfur donors and their copper conjugates are examined for the first time. Metal conjugation seems to offer distinct advantages in radical scavenging activities of curcumin compounds.
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16

Mamaghani, Manouchehr, Khalil Tabatabaeian, Mohaddesseh Mohammadi, and Alireza Khorshidi. "Cellulose-Sulfuric Acid as an Efficient Biosupported Catalyst in One-Pot Synthesis of Novel Heteroaryl Substituted 1,4-Dihydropyridines." Journal of Chemistry 2013 (2013): 1–5. http://dx.doi.org/10.1155/2013/490972.

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An efficient method for the synthesis of new heteroaryl substituted dihydropyridine derivatives via a one-pot four-component coupling reaction of heteroaldehyde, 1,3-diketone, ethylacetoacetate, and amonium acetate in the presence of cellulose-sulfuric acid as a biosupported solid acid catalyst was developed. The reaction gave the new derivatives of fused 1,4-dihydropyridines in lower reaction times and excellent yields (85–95%).
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17

Yang, Hong, Yanxia Zhao, Bin Liu та ін. "Noninnocent ligands: heteroleptic nickel complexes with α-diimine and 1,2-diketone derivatives". Dalton Transactions 46, № 24 (2017): 7857–65. http://dx.doi.org/10.1039/c7dt00455a.

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18

Raduly, Monica Florentina, Valentin Raditoiu, Alina Raditoiu, Luminita Eugenia Wagner, Viorica Amariutei, and Gabriela Ailiesei Darvaru. "Facile Synthesis of Curcumin and Curcuminoid-like Derivatives at Microwaves." Revista de Chimie 69, no. 6 (2018): 1327–31. http://dx.doi.org/10.37358/rc.18.6.6319.

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Seven curcumin derivatives were synthesized by an ecological method, in a microwave field. The compounds obtained were purified and characterized by means of elemental analysis, UV-VIS, fluorescence, IR, 1H-NMR and 13C-NMR spectroscopy. Structure-property relationship in the b-diketone derivatives are discussed with respect to the structure and nature of the substituents for possible applications in optical sensors and luminescent materials.
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19

Khunt, Hasmukh R., Jayesh S. Babariya, Chandni D. Dedakiya, Charmi A. Maniar, and Yogesh T. Naliapara. "Synthesis and Characterization of Novel (E)-1-(Aylideneamino)-6-(4-Methoxyphenyl)-2-Oxo-4-(Trifluoromethyl)-1,2-Dihydropyridine-3-Carbonitrile Derivatives." International Letters of Chemistry, Physics and Astronomy 30 (March 2014): 185–92. http://dx.doi.org/10.18052/www.scipress.com/ilcpa.30.185.

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We have described simple facile method for the synthesis of Novel (E)-1-(aylideneamino)-6-(4-methoxyphenyl)-2-oxo-4-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile derivatives by using 1,3-diketone as synthon. All the synthesized compounds were characterized by IR, Mass and 1H NMR spectroscopy.
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20

Khunt, Hasmukh R., Jayesh S. Babariya, Chandni D. Dedakiya, Charmi A. Maniar, and Yogesh T. Naliapara. "Synthesis and Characterization of Novel (E)-1-(Aylideneamino)-6-(4-Methoxyphenyl)-2-Oxo-4-(Trifluoromethyl)-1,2-Dihydropyridine-3-Carbonitrile Derivatives." International Letters of Chemistry, Physics and Astronomy 30 (March 12, 2014): 185–92. http://dx.doi.org/10.56431/p-76lmht.

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We have described simple facile method for the synthesis of Novel (E)-1-(aylideneamino)-6-(4-methoxyphenyl)-2-oxo-4-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile derivatives by using 1,3-diketone as synthon. All the synthesized compounds were characterized by IR, Mass and 1H NMR spectroscopy.
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21

Mahmudov, Kamran T., M. Fátima C. Guedes da Silva, Manas Sutradhar та ін. "Lanthanide derivatives comprising arylhydrazones of β-diketones: cooperative E/Z isomerization and catalytic activity in nitroaldol reaction". Dalton Transactions 44, № 12 (2015): 5602–10. http://dx.doi.org/10.1039/c4dt03788j.

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22

Kidwai, Mazaahir, and Kavita Singhal. "Aqua-mediated one-pot synthesis and aromatization of pyrimido-fused 1,4-dihydropyridine derivatives using ammonium salts." Canadian Journal of Chemistry 85, no. 5 (2007): 400–405. http://dx.doi.org/10.1139/v07-041.

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Dipyrimidine-fused pyridine derivatives were synthesized using 1,3-diketone, aldehyde, different ammonium salts, and water, as the solvent. Aromatization was observed when ammonium nitrate was used as the source of nitrogen, and thus, dipyrimidine-fused pyridine derivatives were synthesized in one-pot synthetic procedure. This environmentally benign procedure leads to high yield of products (80%–90%) in a single step, with greater purity using water as the solvent.Key words: water, aromatization, dipyrimidopyridine, ammonium salts.
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23

Breen, Jessica R., Graham Sandford, Dmitrii S. Yufit, Judith A. K. Howard, Jonathan Fray, and Bhairavi Patel. "Continuous gas/liquid–liquid/liquid flow synthesis of 4-fluoropyrazole derivatives by selective direct fluorination." Beilstein Journal of Organic Chemistry 7 (August 2, 2011): 1048–54. http://dx.doi.org/10.3762/bjoc.7.120.

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24

Khatri, Chetan K., Deelip S. Rekunge, and Ganesh U. Chaturbhuj. "Sulfated polyborate: a new and eco-friendly catalyst for one-pot multi-component synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones via Biginelli reaction." New Journal of Chemistry 40, no. 12 (2016): 10412–17. http://dx.doi.org/10.1039/c6nj03120j.

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A highly efficient and improved synthetic methodology for the preparation of 3,4-dihydropyrimidin-2(1H)-one derivatives in good to excellent yield via Biginelli reaction of β-ketoesters/β-diketone, urea/thiourea and various aldehydes using new, efficient and recyclable sulfated polyborate catalyst under the solvent-free condition is reported.
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25

Böhm, Stanislav, Richard Kubík, Jan Němeček, and Josef Kuthan. "Oxidative and Basic Transformations of Some 1-Heteroaryloligophenylpyridinium Salts. Limitations to the Applicability of Ferricyanide Oxidation." Collection of Czechoslovak Chemical Communications 57, no. 8 (1992): 1672–83. http://dx.doi.org/10.1135/cccc19921672.

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Ferricyanide oxidation of 2,3,4,6-tetraphenyl-1-(2'-pyridyl)pyridinium perchlorate (III) gave, in addition to the biheterocyclic product Ib, two pyrrole derivatives IIb and IIc and in some conditions also the diketone IV. Additional pyrrole derivatives, VII and IX, were obtained analogously from the thiazole 2,4,6-triphenylpyridinium salts V and VIb. Alkalysis of the thiazole salts V and VIb and of the imidazole salts VIc and VId using alcoholic KOH afforded the biheterocyclic products XI-XIV. The mechanisms of the conversions involved are discussed.
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26

Klinotová, Eva, Jiří Klinot, Václav Křeček, Stanislav Hilgard, Miloš Buděšínský та Jan Malát. "Structure of Dimeric Compounds Obtained from 3β-Acetoxy-21,22-dioxo-18α,19βH-ursan-28,20β-olide". Collection of Czechoslovak Chemical Communications 58, № 7 (1993): 1675–91. http://dx.doi.org/10.1135/cccc19931675.

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The triterpenoid α-diketone with oxabicyclo[2.2.2]octane system in the ring E (3β-acetoxy-21,22-dioxo-18α,19βH-ursan-28,20β-olide (I)) gives isopropylidenedioxy derivative II and dimeric compounds V and IX when submitted to chromatography on silica gel in the presence of acetone. Compounds V and IX were reduced with hydride to hydroxy derivatives VI, X, and XI; on reaction with diazomethane they gave dimeric compounds with spiroepoxide group at the position 21 (compound VII) or 22 (compound XII) which reacted further with diazomethane to give monomeric spiroepoxides VIII, XIII, and XIV. The structure of the compounds obtained was derived from their 1H and 13C NMR, IR, and FAB mass spectra.
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27

Secondo, P. M., W. M. Barnett, H. L. Collier, and R. G. Baughman. "1,1'-Diketone and 1,1'-Dinitrile Derivatives of 2,2'-Biimidazole." Acta Crystallographica Section C Crystal Structure Communications 52, no. 10 (1996): 2636–38. http://dx.doi.org/10.1107/s0108270196005823.

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28

Moustafa, M. M., A. S. Amin, and R. M. Issa. "Chelation of somebisazophenyl-?-diketone derivatives with lanthanide metal ions." Monatshefte f�r Chemie Chemical Monthly 128, no. 5 (1997): 423–30. http://dx.doi.org/10.1007/bf00806853.

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29

Hampton, Alexander S., David R. W. Hodgson, Graham McDougald, Linhua Wang, and Graham Sandford. "Synthesis of 2,2-difluoro-1,3-diketone and 2,2-difluoro-1,3-ketoester derivatives using fluorine gas." Beilstein Journal of Organic Chemistry 20 (February 28, 2024): 460–69. http://dx.doi.org/10.3762/bjoc.20.41.

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Solutions of 1,3-diketones and 1,3-ketoester derivatives react with fluorine to give the corresponding 2,2-difluoro-1,3-dicarbonyl derivatives in the presence of quinuclidine. Quinuclidine reacts with fluorine in situ to generate a fluoride ion that facilitates limiting enolization processes, and an electrophilic N–F fluorinating agent that is reactive towards neutral enol species.
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30

Lu, Tong, Ling Dong, Hongmei Pan, et al. "Design and synthesis of C-ring quinoxaline-substituted sinomenine 1,2,3-triazole derivatives via click reactions." Journal of Chemical Research 44, no. 11-12 (2020): 699–704. http://dx.doi.org/10.1177/1747519820919853.

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The synthesis of C-ring quinoxaline-substituted sinomenine 1,2,3-triazole derivatives at the 4-OH via click reactions is accomplished, and a total of 16 novel sinomenine double N-heterocyclic derivatives are obtained in 74%–95% yields. The C-ring is first transformed into a 1,2-diketone structure under the action of hydrochloric acid, and then reacted with o-phenylenediamine to obtain a C-ring quinoxaline-substituted structure. The 4-OH of sinomenine reacts with chloropropyne to give an alkynyl sinomenine, and then reacts with sodium azide and various benzyl chlorides to give the target compounds. All the synthesized derivatives are characterized by Fourier-transform infrared spectrometry, high resolution mass spectrometry, 1H NMR, and 13C NMR spectroscopy.
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31

Kasal, Alexander, Jaroslav Podlaha та Jaroslav Zajíček. "A-homo-B,19-dinorandrostanes from 6β-methanesulfonyloxy-5-methyl-19-nor-5β-androst-9-ene derivatives". Collection of Czechoslovak Chemical Communications 56, № 5 (1991): 1070–86. http://dx.doi.org/10.1135/cccc19911070.

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6β-Methanesulfonyloxy derivatives of 5-methyl-19-nor-5β-androst-9-enes with different oxygen functionalities in positions 3β and 17 ( compounds IX and XVII) were converted to 4a-methyleno-A-homo-B,19-dinor-5β-androst-9-ene derivatives (compounds X, XX and XXI) which were hydrogenated to give derivatives of 4aα-methyl-A-homo-5,19-dinor-5β,10α-androstane (XXII, XXIII) and 4aα-methyl-A-homo-B,19-dinor-5α,9β-androstane (XXIV, XXV). The structure of the latter compounds has been confirmed by X-ray diffraction of diketone XXVII which has been shown, in accordance with calculations by the MM2 method, to exist in a boat conformation of the ring C. The 17β-hydroxy-3-ketone XXX exhibits in vivo antiandrogenic activity.
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32

K., T. KENDRE, R. MANJRAMKAR N., and H. DESHPANDE Y. "Equilibrium Studies of Interaction of Oxovanadium(ll), Manganese(ll), Cobalt(ll), Nickel(ll) and Copper(ll) with o-Hydroxyacetophenone, 4-Methyl-5-hydroxy-6- acetylcoumarin and 1-(2' -FuryI)-3-(4'-methyl-5'-hydroxycoumarin-6'-yl)propane-1,3-dione." Journal of Indian Chemical Society Vol. 63, June 1986 (1986): 615–16. https://doi.org/10.5281/zenodo.6272791.

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Department of Chemistry, Marathwada University,&nbsp;Aurangabad-431 004 <em>Manuscript</em>&nbsp;<em>received 20 December 1980, rowed 14 April 1986, accepted 23 April 1986</em> Equilibrium Studies of Interaction of Oxovanadium(ll), Manganese(ll), Cobalt(ll), Nickel(ll) and Copper(ll) with <em>o</em>-Hydroxyacetophenone, 4-Methyl-5-hydroxy-6- acetylcoumarin and 1-(2&#39; -FuryI)-3-(4&#39;-methyl-5&#39;-hydroxycoumarin-6&#39;-yl)propane-1,3-dione
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33

Castro-Tamay, Pablo, David Villaman, Jean-René Hamon, and Néstor Novoa. "Isolated Dipolar ONN Schiff Base Regioisomers: Synthesis, Characterization and Crystallographic Study." Molecules 29, no. 24 (2024): 5863. https://doi.org/10.3390/molecules29245863.

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Organic compounds with 1,3-diketone or 3-amino enone functional groups are extremely important as they can be converted into a plethora of carbo- or heterocyclic derivatives or can be used as ligands in the formation of metal complexes. Here, we have achieved the preparation of a series of non-symmetrical β-ketoenamines (O,N,N proligand) of the type (4-MeOC6H4)C(=O)CH=C(R)NH(Q) obtained through the Schiff base condensation of 1,3-diketones (1-anisoylacetone, 1-anisyl-3-(4-cyanophenyl)-1,3-propanedione, and 1-anisyl-3-(4,4,4-trifluorotolyl)-1,3-propanedione) functionalized with electron donor and electron-withdrawing substituents and 8-aminoquinoline (R = CH3, 4-C6H4CN, 4-C6H4CF3; Q = C9H7N). Schiff base ketoimines with a pendant quinolyl moiety were isolated as single regioisomers in yields of 22–56% and characterized with FT-IR, 1H NMR, and UV-visible spectroscopy, as well as single-crystal X-ray crystallography, which allowed for the elucidation of the nature of the isolated regioisomers. The regioselectivity of the condensation of electronically unsymmetrical 1,3-diaryl-1,3-diketones with 8-aminoquinoline was studied by 1H NMR, providing regioisomer ratios of ~3:1 and ~2:1 in the case of CN and CF3 substituents, respectively. The electronic effects correlate well with the difference between the Hammett σ+ coefficients of the two para substituents on the aryl rings.
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34

Xu, Wei, Jian-Ping Zou, Xue-Jun Mu, and Wei Zhang. "Free radical ring expansion and spirocyclization of 1,3-diketone derivatives." Tetrahedron Letters 49, no. 51 (2008): 7311–14. http://dx.doi.org/10.1016/j.tetlet.2008.10.038.

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35

Song, Li-ping, and Shi-zheng Zhu. "Regioselective synthesis of fluorinated pyrazole derivatives from trifluoromethyl-1,3-diketone." Journal of Fluorine Chemistry 111, no. 2 (2001): 201–5. http://dx.doi.org/10.1016/s0022-1139(01)00454-7.

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36

Cheng, Xu, Xiaolong Li, Weili Wan, Wenmei Hao, Li Hai, and Yong Wu. "Indole-tolerant oxidation of 1,2-diarylalkynes to 1,2-diketone derivatives." Chemical Research in Chinese Universities 31, no. 1 (2015): 53–59. http://dx.doi.org/10.1007/s40242-015-4373-2.

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37

Mishura, Anastasiia, Anna Sklyarova, Dmitriy Sharapa, et al. "Stereoselective preparation of mono- and bis-derivatives of pentacyclo[6.3.0.02,6.03,10.05,9] undecane (D 3-trishomocubane)." Open Chemistry 11, no. 12 (2013): 2144–50. http://dx.doi.org/10.2478/s11532-013-0339-8.

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AbstractThe rearrangement of easily accessible Cookson’s diketone with chlorosulfonic acid in chloroform followed by the acidic hydrolysis gave 6-chloro-7-hydroxy-dichloropentacyclo[6.3.0.02,6.03,10.05,9]undecane-4-one, whose syn-stereochemistry was assigned through the X-ray crystal structure analysis. This key structure was used for the stereoselective synthesis of the D 3-trishomocubane derivatives as well as for the preparation of potential drugs bearing hydroxy- and amino-functional groups. A new multigram preparative synthesis of D 3-trishomocubane was developed.
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38

Zhyhadlo, Yevheniia Y., Alexander V. Gaidai, Dmitry I. Sharapa, et al. "Functionalised Cookson's Diketones in Chlorosulfonic Acid: Towards Polysubstituted D3-Trishomocubanes." Journal of Chemical Research 41, no. 12 (2017): 718–21. http://dx.doi.org/10.3184/174751917x15125690124264.

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A number of Cookson's diketone ( Cs-trishomocubane-8,11-dione) derivatives were synthesised and introduced into the reaction with chlorosulfonic acid to give previously unknown polysubstituted D3-trishomocubanes (pentacyclo[6.3.0.02,6.03,10.05,9]undecanes) – chiral analogues of the parent cubanes. In the case of 1,9-dibromo- Cs-trishomocubane-8,11-dione, the reaction proceeded with conservation of both carbonyl groups selectively affording 3-bromo-6-chloro- D3-trishomocubane-4,7-dione whose distinct substitution pattern was confirmed by means of X-ray structural analysis.
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39

Kvasnica, Miroslav, Iva Tišlerová, Jan Šarek, Jan Sejbal та Ivana Císařová. "Preparation of New Oxidized 18-α-Oleanane Derivatives". Collection of Czechoslovak Chemical Communications 70, № 9 (2005): 1447–64. http://dx.doi.org/10.1135/cccc20051447.

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19β,28-Epoxy-4,5-seco-3,5-cyclo-18α-olean-3(5)-ene (2) is an appropriate compound for oxidations, which lead to new oxidized compounds with potential biological activities. Several oxidations were used such as epoxidation, allylic oxidation, oxidative cleavage of double bond and other ones. From the starting compound epoxides 3a, 3b and unsaturated ketone 4 were prepared. This ketone was further oxidized to diketone 6 and anhydride 7. The double bonds of all unsaturated compounds were cleaved with ruthenium tetroxide to afford new A-seco oleananes. The structure and stereochemistry of the compounds were derived from IR, MS, 1H and 13C NMR spectra (1D and 2D COSY, TOCSY, NOESY, HSQC, HMBC).
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40

Gan, Liangbing. "Fullerene peroxides in cage-opening reactions." Pure and Applied Chemistry 78, no. 4 (2006): 841–45. http://dx.doi.org/10.1351/pac200678040841.

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Fullerene-mixed peroxides C60(O)(OOtBu)4 and C60(OOtBu)6 are effective precursors for cage-opened fullerene derivatives. Lewis acids induce the heterolysis of peroxo O-O bond in C60(O)(OOtBu)4. Subsequent Hock-type rearrangement affords both [5,6]- and [6,6]-fullerene hemiketals - oxahomofullerene. Photolysis of C60(OOtBu)6 results in the homolysis of O-O and C-O bonds, affording fullerene diketone as the major product. Spectroscopic data and single-crystal analysis confirmed the cage-opening reactions.
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41

Lvov, Andrey G., Alexey V. Zakharov, Konstantin A. Lyssenko, Vadim V. Kachala, and Valerii Z. Shirinian. "Dialkylation of Ethyl 4-(Het)aryl-3-oxobutanoates as a Route to 5-(2-Oxoethyl)cyclopentenones." Synlett 30, no. 11 (2019): 1321–23. http://dx.doi.org/10.1055/s-0039-1689926.

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An unexplored ability of the long-known chemical transformation, Borsche’s cyclopentenone synthesis (the construction of a 1,4-diketone with subsequent base-induced cyclization), is reported. Double alkylation of ethyl 4-(het)aryl-3-oxobutanoates with 2-bromo-1-(het)arylethanones, with subsequent alkali treatment, provides access to cyclopentenones substituted with a 2-oxoethyl group at the 5-position. These products might serve as valuable synthons for heterocyclization, and this feature was demonstrated by synthesis of 4H-cyclopenta[b]thiophene derivatives.
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42

Bhadrachar, Somashekara, Giriyapura R. Vijayakumar, Kittappa M. Mahadevan, and Thippeswamy Basavaraja. "Synthesis, Molecular Docking and Radical Scavenging Activity of 1,2,4,5-Tetrasubstituted Imidazole Derivatives." Asian Journal of Chemistry 31, no. 11 (2019): 2448–52. http://dx.doi.org/10.14233/ajchem.2019.22107.

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A series of 1,2,4,5-tetrasubstituted imidazoles (2a-g) were synthesized using 1,2-diketone, 1-naphthaldehyde, substituted aromatic amine and ammonium acetate in the presence of ceric ammonium nitrate as a catalyst. The synthesized compounds were characterized by FT-IR, 1H NMR, Mass spectra and explored for their antioxidant activity by DPPH free radical scavenging assay method. Among the synthesized compounds 2a, 2e and 2f exhibit good antioxidant activities. Molecular docking study was also been performed to know the possible interactions between the synthesized compound and antioxidant receptor 3MNG.
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43

Habibi, Romi, Noval Herfindo, Rudi Hendra, Hilwan Y. Teruna, and Adel Zamri. "Synthesis and Molecular Docking Study of 1-(3-Chloropropyl)-3,5-Bis((E)-4-Methoxybenzylidene)Piperidin-4-One as Dengue Virus Type 2 (DEN2) NS2B/NS3 Protease Inhibitor Candidate." Pharmacology and Clinical Pharmacy Research 5, no. 1 (2020): 14. http://dx.doi.org/10.15416/pcpr.v5i1.25624.

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Curcumin is a secondary metabolite compound that has diverse biological activities. However, it is easily hydrolyzed at physiological pH due to the presence of the β-diketone group. Therefore, the replacement of the β-diketone group with mono ketone is expected to overcome this issue. We hereby report the synthesis of mono ketone curcumin derivatives from piperidone by two-steps reactions. The synthesis of curcumin derivate 3 was carried out by Claisen-Schmidt condensation between 4-piperidone and 4-methoxybenzaldehyde using alkaline catalyst. The synthesized curcumin derivate 3 was then reacted with the 1-bromo-3-chloropropane to produce curcumin derivate 5, 1-(3-chloropropyl)-3.5-bis((E)-4-methoxybenzylidene)piperidin-4-one, with 72% yield. The calculated docking scores, the curcumin derivate 5 possessed a better affinity for receptors than the standard panduratin A. The curcumin derivate 5 has a lower docking score of -6.40 kcal/mol compared to panduratin A with value of -5.18 kcal/mol and also had strong binding interactions to DEN2 NS2B/NS3 protease. Thus, this compound is promising candidate as a new anti-dengue agent.
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44

Pevzner, L. M., and A. I. Ponyaev. "Synthesis of Phosphonomethylated Bromoacetylfurans and Their Reactions with 1,3-Dicarbonyl Compounds." Russian Journal of General Chemistry 91, no. 4 (2021): 636–49. http://dx.doi.org/10.1134/s1070363221040101.

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Abstract Bromination of (diethoxyphosphorylmethyl)acetylfurans with dioxane dibromide in the mixture of chloroform and acetic acid in presence of traces of hydrogen bromide at room temperature proceeds selectively at the methyl group of ketone does not involving phosphonate group. Obtained bromoacetyl derivatives were used for alkylation of acetoacetic ester and cyclohexan-1,3-dione. Reaction of 1,4-diketone prepared from acetoacetic ester with hydrazine hydrate in ethanol at room temperature leads to formation of furylpyrazines due to aromatization of intermediate azines by means of air oxygen.
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45

Monakhova, M. V., E. A. Kubareva, E. A. Romanova та ін. "Synthesis of β-Diketone DNA Derivatives for Affinity Modification of Proteins". Russian Journal of Bioorganic Chemistry 45, № 2 (2019): 144–54. http://dx.doi.org/10.1134/s1068162019020079.

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46

Bott, Simon G., Alan P. Marchand, and Duddu Raja Gopal. "Synthesis and characterization of a novel pentacyclic C16 diketone and derivatives." Journal of Crystallographic and Spectroscopic Research 23, no. 11 (1993): 849–55. http://dx.doi.org/10.1007/bf01195731.

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47

Liu, Xingliang, Defang Xu, Ran Lu та ін. "Luminescent Organic 1D Nanomaterials Based on Bis(β-diketone)carbazole Derivatives". Chemistry - A European Journal 17, № 5 (2011): 1660–69. http://dx.doi.org/10.1002/chem.201001858.

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48

Alikulov, R.V.* Alimnazarov B.Kh. Geldiev Yu.A. Suyunov Zh.R. &. Shukurov D.Kh. "STRUCTURES LUTERGININA." INTERNATIONAL JOURNAL OF ENGINEERING SCIENCES & RESEARCH TECHNOLOGY 8, no. 6 (2019): 273–76. https://doi.org/10.5281/zenodo.3256175.

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In this work, we studied the IR, UV, PMR and mass spectra, chemical transformations of lutherginin and its derivatives of homoproporphine alkaloids of time-lapse. According to the given spectral data, this compound is assigned to the homoproporphine base group with a spiro cyclohexanol ring. When establishing the structure of luterginine, its various spectral data and numerous chemical transformations were studied. The most important of them can be considered following with the action of acetic anhydride and acetic acid sodium from the base obtained O, N-diacetyl derivative, indicating the presence in it of a hydroxyl group and tetrahydroisoquinoline core. Heating of loterinin acid solutions led to the formation of &alpha;-diketone, the structure of which is confirmed by the preparation of dioxime. In the reaction of acetalization of the base, ketal was obtained. The reduction of loterninin hydrazine by hydrate forms a pyrazalin derivative, which undergoes catalytic decomposition and is converted to a compound containing a cyclopropane ring in its structure. It was found that their samples mainly differ in the composition of the strong base fractions.
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49

Salari, Mohammad Reza, Mohammad H. Mosslemin, and Alireza Hassanabadi. "Diastereoselective Synthesis of Functionalised Trans-Tetrahydrobenzofuran-4-Ones in an Aqueous Medium by using DABCO as an Efficient Catalyst." Journal of Chemical Research 41, no. 11 (2017): 657–60. http://dx.doi.org/10.3184/174751917x15094552081215.

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A one-pot, efficient synthesis of 11 novel 2,3-diacylated trans-tetrahydrobenzofuran-4-one derivatives has been achieved via a three-component condensation of a N-(4-halophenacyl)-pyridinium bromide, a cyclic 1,3-diketone such as 5,5-dimethyl-1,3-cyclohexanedione (dimedone) or cyclohexane-1,3-dione and an arylglyoxal in the presence of catalytic amounts of 1,4-diaza-bicyclo[2.2.2]octane (DABCO) in water under reflux conditions. The attractive features of the method are excellent yields and high purity, short reaction times, easy work-up, and use of an inexpensive and non-toxic catalyst.
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50

Pottie, Ian R., Sheldon N. Crane, Anna Lee Gosse, David O. Miller та D. Jean Burnell. "Geminal acylation of α-heterosubstituted cyclohexanones and their ketals". Canadian Journal of Chemistry 88, № 11 (2010): 1118–24. http://dx.doi.org/10.1139/v10-097.

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Geminal acylation of derivatives of cyclohexanone with Br, Cl, F, and OCH3 in the α position, and of their corresponding dimethyl ketals, could not be accomplished to a significant extent following published procedures. The transformation was accomplished in two steps. The initial BF3·Et2O-mediated reaction with 1,2-bis(trimethylsilyloxy)cyclobutene gave a cyclobutanone product as a mixture of diastereomers. Only with 2-chlorocyclohexanone did this occur with good diastereoselectivity. Then, pinacol rearrangement of the diastereomeric mixture mediated by Amberlyst-15 in benzene provided the heterosubstituted spirocyclic diketone.
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